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Öğe Direct Photopatterning of BODIPY-Based Small Molecules via Thiol-ene Click Chemistry(John Wiley and Sons Inc, 2023) Özdemir, Mücahit; Altınışık, Sinem; Ömeroğlu, İpek; Köksoy, Baybars; Durmuş, Mahmut; Yalçın, Bahattin; Koyuncu, SermetWe demonstrate a BODIPY-based small molecule photopatterned surface by thiol-ene click chemistry at room temperature utilizing only 366 nm UV light. The resulting cross-linked polymer exhibits porous surfaces according to AFM and TEM results. A dramatic blue shift occurred in absorption spectra and the photoluminescence was also intensified as a result of crosslinking. Optical and electrochemical results are compatible with the DFT calculations. The obtained results prove that the photopatterned BODIPY-based material can be easily and inexpensively applied in multilayer optoelectronic devices.Öğe Electron-Donating and Electron-Withdrawing Subunit Effects on Coumarin-BODIPY Dyads: Optical and Electrochemical Properties and Molecular Interactions(John Wiley and Sons Inc, 2023) Köksoy, Baybars; Özdemir, Mucahit; Altınışık, Sinem; Zorlu, Yunus; Yalcın, Bahattin; Durmuş, Mahmut; Koyuncu, SermetIn this study, a series of coumarin-BODIPY molecules were synthesized using a Sonogashira cross-linking reaction. The effects of electron withdrawing and electron donating moieties on electrochemical and optical properties were supported by results of density functional theory calculations, and energy transfer mechanisms were investigated. The band gap value decreased from 2.0 eV to 1.6 eV due to reversible oxidation of the extra dimethylamino subunit at lower potential. Besides, characteristics of the crystal structures were investigated with single-crystal X-ray diffraction, and crystallinity was supported by differential scanning calorimetry. In addition, when the thin film surface morphologies were examined, it was clearly observed that the N,N-dimethylamino group on the coumarin-BODIPY dyad (B3) formed large-scale domains due to its crystalline behavior. As a result, Förster-type energy transfer was observed for coumarin-BODIPY dyads containing different electron withdrawing and donating subunits.Öğe Synthesis and photovoltaic properties of novel ferrocene-substituted metallophthalocyanines(Royal Society of Chemistry, 2022) Özdemir, Mücahit; Köksoy, Baybars; Kuruca, Halid; Altindal, Ahmet; Durmuş, Mahmut; Koyuncu, Sermet; Yalçin, BahattinIn this paper, a series of new metallophthalocyanines, including ferrocene groups, were designed, synthesized and, characterized, and their photovoltaic properties were investigated as alternative electron-donor materials in bulk heterojunction (BHJ) solar cells. These products were synthesized by a Sonogashira cross-coupling reaction between tetraiodophthalocyanine and ethynyl ferrocene. The newly synthesized phthalocyanines (4-6) were characterized by FT-IR, UV-Vis, H-1 NMR, and MALDI-TOF spectroscopic methods and elemental analysis. The electrochemical characterizations were carried out by cyclic voltammetry as well as differential pulse voltammetry. Density functional theory calculations were realized to prove the charge separation between ferrocene as an electron-donor and the phthalocyanine ring as an acceptor. According to UV-Vis measurements, a 25 nm red-shift was observed for complex 4 compared with complexes 5 and 6. Finally, the photovoltaic performance of these compounds used as an electron-donor moiety in a BHJ device were investigated. A function of different blend ratios was tested by fabricating a series of BHJ devices with the architecture of FTO/PEDOT:PSS/4-6: PCBM blend/Ag with an identical thickness of the active layer. The results indicated that the photovoltaic conversion efficiency of BHJ devices exhibited a strong blend-ratio dependence. The maximum power conversion efficiency was obtained by 5-based devices, as 3.65%, with a blend ratio of 1.5 : 1.0 under standard AM 1.5 illumination.Öğe Synthesis and Spectroscopic Properties of Newly Tetrapyrazinoporphyrazine Containing Gadolinium(III) Acetate(2023) Pişkin, Mehmet; Odabaş, Zafer; Durmuş, MahmutA new tetrakis-(2-methylpyrazino)porphyrazinato gadolinium(III) acetate complex was synthesized. Elemental analysis, Fourier-Transform Infrared, Ultraviolet-visible, and fluorescence spectroscopy techniques clarified its structure. It can dissolve very well without aggregation in both Dimethyl sulfoxide and N, N-Dimethylformamide, which have high dielectric constant and high dipole moment from polar aprotic solvent type. Its aggregation property was also investigated in dimethyl sulfoxide at different concentrations, and it was determined to contain monomeric species. In addition, its fluorescence properties were investigated in Dimethyl sulfoxide and the effect of gadolinium(III) acetate metal ion as a heavy rare earth element was determined. According to the findings in this study, it may be used as an electronic and optical material and in various technological applications such as photocatalytic applications. In addition, these findings may be useful for systems that include changes in pyrazinoporphyrazine-like forms.